Head of Financial Planning & Analysis
$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Not accepting applications on crossover.com at this time.

Description

This is not traditional FP&A. This is financial operations designed for operators.

2 Hour Learning is creating a network of schools that functions in a fundamentally different way. Decisions happen daily, execution moves quickly, and financial visibility must match that pace. You will not spend time producing reports on outdated budgets or depending on business intelligence teams. Instead, you will create the models, dashboards, and frameworks that provide operators and leadership with the insight required to make confident, real-time decisions. Your contributions will influence every major initiative—from new school openings to strategic changes—and must be fast, precise, and dependable.

You will be responsible for a live, AI-enhanced finance infrastructure. This includes integrated profit and loss models for every school and business unit. Forecasts that roll forward 12–18 months and remain accurate within 72 hours. Dashboards designed to highlight the handful of variables that truly drive outcomes. You will leverage AI capabilities such as ChatGPT and Copilot to streamline your work and remove friction. This role is not about creating new systems—it is about deploying available technology to deliver results faster.

This position is not suited for operational managers who value rigid structure. It is designed for finance leaders who are tired of slow approvals and organizational inertia. You rely on AI to increase throughput and expect your financial models to inform action, not simply document the past. You will not wait for permission. You will sit at the core of decision-making and execution.

What you will be doing

  • Create and maintain live 3-statement financial models for every school and vertical, integrating enrollment trends, workforce planning, and capital expenditure into unified forecasts.
  • Refresh rolling 12–18 month forecasts on a weekly cadence using current data, and scenario-plan for both optimistic and pessimistic outcomes.
  • Produce executive-level dashboards that operate on real-time data, isolating critical drivers and supporting rapid, informed decision-making.
  • Deploy AI tools to enhance analytical speed, identify irregularities, monitor budget variances, and remove manual friction from finance workflows.
  • Draft concise financial memos that articulate risk exposure, strategic alternatives, and budgetary impact at a board presentation standard, delivered within 72 hours.

What you will NOT be doing

  • Managing lengthy budget cycles or creating reports that sit unused — your forecasts adapt alongside the business in real time, and your outputs influence decisions within days.
  • Enforcing cost approval workflows or tracking expense documentation — your focus is on insight and governance, not administrative overhead.
  • Relying on business intelligence teams — you own the creation of tools, dashboards, and financial models directly.
  • Getting lost in irrelevant detail — your responsibility is to isolate the small number of insights that shift outcomes.
  • Developing automation infrastructure from the ground up — you will apply AI tools to speed execution, not construct new technical architecture.

Key responsibilities

Provide continuously updated financial models, forecasts, and dashboards that enable daily operational decisions and strategic transparency across a fast-expanding school network.

Candidate requirements

  • Willing to work at least 3 hours of daily overlap with US business hours (08:00 - 17:00 US EST / UTC-5)
  • 5+ years in investment banking, private equity, Big 4 corp finance/M&A (not audit), or high-growth FP&A
  • Proven experience building integrated 3-statement models tied to U.S. GAAP
  • Comfortable delivering investor-grade analysis and recommendations under tight deadlines
  • Experience using AI tools (e.g., ChatGPT, Copilot, Claude) to accelerate financial analysis, document generation, and data processing

Nice to have

  • CPA/CFA/MBA certification
  • ERP experience in NetSuite, Oracle, or SAP
  • Familiarity with multi-site education, facilities, or ops-heavy industries
  • Experience with board-level reporting or investor-facing materials
  • Experience building AI-automated dashboards or low-code finance tools
  • Exposure to high-end service environments with exacting financial standards

Meet a successful candidate

Watch Interview
Nadia Dan
Nadia  |  Senior Software Engineer
Romania

Your first time will be flawed. Your 100th time will be flawed. But it takes dedication to get to the 1,000th time and become good. The cons...

Meet Nadia

Applying for a role? Here’s what to expect.

Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

Frequently asked questions

About Crossover

Meet some people who've landed similar jobs

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

The Olympics of work

It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.

Premium pay for premium talent

Premium pay for premium talent

Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.

Shortlist by skills, not bias

Shortlist by skills, not bias

We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.

Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join the world's largest community of AI first Remote WorkersAI-first remote workers.